Department of Chemistry, Technische Universität Dresden, Bergstrasse 66, 01069 Dresden (Germany) http://www.chm.tu-dresden.de/oc2/
Angew Chem Int Ed Engl. 2013 Oct 11;52(42):11073-7. doi: 10.1002/anie.201305993. Epub 2013 Sep 4.
Why take things one step at a time? Aryl-pyran-linked biscarbazole alkaloids of the murrafoline group (see crystal structure of murrafoline A; dark gray: C, red: O, blue: N) were accessed readily by a novel domino reaction sequence involving Sonogashira coupling, a Claisen rearrangement, and electrocyclization. The one-pot procedure enables the straightforward synthesis of these structurally challenging alkaloids in only a few steps.
为什么要一步一步来?通过涉及 Sonogashira 偶联、Claisen 重排和电环化的新型级联反应序列,可以轻松获得属于 murrafoline 族的芳基-吡喃连接的双咔唑生物碱(见图中 murrafoline A 的晶体结构;深灰色:C,红色:O,蓝色:N)。一锅法能够仅通过少数几步就可直接合成这些结构具有挑战性的生物碱。